Organic electroluminescent compound and composition including same, and organic electroluminescent device

Abstract

Provided are an organic electroluminescent compound and a composition including same, and an organic electroluminescent device. The organic electroluminescent compound has a structural general formula as shown in Formula I, can not only enhance the electron pushing capacity and regulate the electron mobility of molecules, but can also make material film formation more stable and improve the service life of an organic electroluminescent device. In addition, further provided is a composition including the organic electroluminescent compound. By means of interaction, the composition can not only regulate and control carrier transmission balance, but can also reduce energy loss. By applying the provided composition to a light-emitting layer of a blue organic electroluminescent device, the material of the light-emitting layer can improve the light emission efficiency of the blue organic electroluminescent device and prolong the service life of the blue organic electroluminescent device, thereby overcoming the defects in the prior art.

Description

An organic electroluminescent compound, a composition containing the same, and an organic electroluminescent device Technical Field

[0001] The present invention belongs to the technical field of OLED, and in particular relates to an organic electroluminescent compound, a composition containing the same, and an organic electroluminescent device. Background Art

[0002] Organic Light-Emitting Diode (OLED) is a display lighting technology that has gradually developed in recent years. Especially in the display industry, OLED displays have attracted widespread attention due to their advantages such as high response, high contrast, and flexibility. The pixel units of full-color OLED display screens currently on the market are composed of three primary colors: red, green, and blue. According to the principle of three primary colors, various colors can be produced by controlling the monochrome grayscale levels of red, green, and blue in the sub-pixel units, thereby displaying a color picture. Compared with red and green light materials in three-color light-emitting devices, blue light materials have higher energy and can be transferred to low-energy green, yellow, and red organic light-emitting materials. According to the principle of three primary colors, blue light emission is the basis for achieving white and color displays. Therefore, blue light materials are the focus of research in the field of organic optoelectronic materials.

[0003] Currently, the light-emitting layers in blue organic electroluminescent devices almost all utilize a host-guest doping system, whereby electroluminescence is achieved by doping a host material with a guest dopant. Generally speaking, the host material's luminescence energy must be greater than that of the guest dopant. The light-emitting layer where the host material resides is the primary region for carrier recombination, where carriers recombine to form excitons. The host material absorbs the exciton energy and then transfers it to the guest dopant through Forster and Dexter energy transfer, causing the guest dopant to be excited and emit light.

[0004] However, the light-emitting layers of existing blue organic electroluminescent devices primarily utilize a single host material, which cannot effectively regulate the transport of holes and electrons. Holes typically transport faster than electrons, which can easily lead to carrier recombination imbalances. In severe cases, this can affect the exciton recombination zone, further reducing the luminous efficiency of the device. Furthermore, the commonly used blue boron-nitrogen dopant materials, due to their planar core structure, often aggregate during film formation, resulting in concentration quenching, which severely impacts the efficiency and lifespan of the device. Therefore, there is an urgent need to develop new light-emitting layer materials for organic electroluminescent devices.

[0005] Summary of the Invention

[0006] In view of this, the present invention provides an organic electroluminescent compound, a composition comprising the same, and an organic electroluminescent device. The organic electroluminescent compound can not only enhance the electron-pushing ability and regulate the electron mobility of the molecule, but also make the material film-forming more stable, thereby increasing the lifespan of the organic electroluminescent device. In addition, the composition comprising the compound can not only regulate the carrier transport balance through interaction, but also reduce energy loss. When the composition provided by the present invention is applied to the light-emitting layer of a blue organic electroluminescent device, the light-emitting layer material can improve the luminous efficiency of the blue organic electroluminescent device and extend the lifespan of the blue organic electroluminescent device, thereby overcoming the shortcomings of the prior art.

[0007] In order to achieve the above-mentioned object of the invention, the present invention adopts the following technical solutions:

[0008] The first aspect of the present invention provides an organic electroluminescent compound, the general structural formula of the organic electroluminescent compound is shown in Formula I:

[0009] Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms;

[0010] The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0011] Said Ar2 is The X1 and X2 are selected from C or N, and the R0 and R1 represent a single substituent to the maximum permissible substituent, and are independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form a benzene ring or a condensed ring;

[0012] When any one of Ar1, L1, L2, R0, and R1 has a substituent, the substituent of Ar1, L1, L2, R0, and R1 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms.

[0013] The first aspect of the present invention provides an organic electroluminescent compound, which contains an anthracene fragment and a pyridylcarbazole fragment. The anthracene fragment has strong conjugation and can transport both holes and electrons. The carbazole group has strong electron-donating ability. The present invention introduces a pyridyl group into the carbazole and then connects the pyridylcarbazole fragment to the anthracene fragment. This not only enhances the electron-donating ability of the compound and regulates the electron mobility of the molecule, but also makes the material film-forming more stable, thereby improving the life of the organic electroluminescent device.

[0014] In combination with the first aspect, the Ar2 is selected from Any one of .

[0015] In combination with the first aspect, the organic electroluminescent compound is selected from any one of the following compounds:

[0016] The second aspect of the present invention provides a composition comprising the compound of formula I described in the first aspect, a compound of formula II containing a furan structure, and a compound of formula III containing a bulky steric hindrance and a thiophene structure:

[0017] Ar3 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms;

[0018] Said R2 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen or deuterium;

[0019] The L3 and L4 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0020] Ar4 is Said R3 and R4 represent a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form a benzene ring or a condensed ring;

[0021] When any one of Ar3, L3, L4, R3, and R4 has a substituent, the substituent of Ar3, L3, L4, R3, and R4 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms;

[0022] R5, R6, and R8 each independently represent a single substituent to the maximum permissible substituent, and are each independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted arylamine group having 12 to 30 carbon atoms; two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring, or a condensed heterocyclic ring;

[0023] The R7 represents a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, or a substituted or unsubstituted bridged cycloalkyl group having 4 to 30 carbon atoms. When the R7 has a substituent, the substituent of the R7 may be one or more and independently selected from an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 30 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring;

[0024] The R9 represents a single substituent to the maximum permissible substituent, each independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring, or a condensed heterocyclic ring;

[0025] When any one of R5, R6, R8, and R9 has a substituent, the substituent of R5, R6, R8, and R9 may be one or more substituents, and are independently selected from any one of deuterium, an alkyl group having 1 to 10 carbon atoms, and a cycloalkyl group having 3 to 30 carbon atoms.

[0026] The compound represented by Formula I provided by the present invention contains a pyridylcarbazole structure with electron-pushing properties, can adjust the electron cloud density on the anthracene ring, and is conducive to hole transport; the compound represented by Formula II provided by the present invention contains a furan structure with electron-pulling properties, can adjust the electron cloud density on the anthracene ring, and is conducive to electron transport; compared with fused-ring anthracene compounds, the mixture formed by the interaction of the compound represented by Formula I and the compound represented by Formula II in the present invention is more suitable for the transport of electrons and holes and can significantly balance carrier transport; the composition provided by the present invention defines the structures of the compound represented by Formula I, the compound represented by Formula II, and the compound represented by Formula III respectively, and through the interaction of the compound represented by Formula III with the compound represented by Formula I and the compound represented by Formula II, the molecules of the compound represented by Formula III in the composition can be horizontally distributed in the mixture composed of the compound represented by Formula I and the compound represented by Formula II, so that the light emitted by the compound represented by Formula III is more inclined to be emitted in a direction perpendicular to the substrate, thereby reducing the energy loss caused by the light transmission process.

[0027] In combination with the second aspect, in the composition, the mass ratio of the compound represented by formula I, the compound represented by formula II and the compound represented by formula III is 49:49:2.

[0028] In combination with the second aspect, in the composition, Ar4 is selected from Any one of .

[0029] In conjunction with the second aspect, the compound represented by formula II is selected from any one of the following compounds:

[0030] In conjunction with the second aspect, the compound represented by formula III is selected from any one of the structures represented by formula III-1 to formula III-2 below:

[0031] In conjunction with the second aspect, the compound represented by formula III is selected from any one of the following compounds:

[0032] A third aspect of the present invention provides an organic electroluminescent device, comprising a first electrode disposed sequentially on a substrate, a second electrode disposed opposite to the first electrode, and one or more organic functional layers disposed between the first electrode and the second electrode;

[0033] Wherein, the organic functional layer includes a light-emitting layer; and the light-emitting layer includes the composition as described above.

[0034] In combination with the third aspect, the light-emitting layer includes a main material and a doping material, the main material includes one or more compounds represented by Chemical Formula I and one or more compounds represented by Chemical Formula II, specifically: the main material includes a first main material and a second main material, the first main material includes one or more compounds represented by Formula I, and the second main material includes one or more compounds represented by Formula II.

[0035] In combination with the third aspect, the doping material includes one or more compounds represented by Chemical Formula III.

[0036] The beneficial effects of the present invention are as follows:

[0037] The first aspect of the present invention provides an organic electroluminescent compound, wherein a pyridylcarbazole fragment is connected to an anthracene structure of the compound. The anthracene fragment has strong conjugation and can transport both holes and electrons. The carbazole group has strong electron-donating ability. The present invention introduces a pyridyl group into the carbazole and then connects the pyridylcarbazole fragment to the anthracene structure. This not only enhances the electron-donating ability of the compound and regulates the electron mobility of the molecule, but also makes the material film-forming more stable, thereby improving the life of the organic electroluminescent device.

[0038] The second aspect of the present invention provides a composition, which includes the compound represented by Formula I described in the first aspect, and also includes the compound represented by Formula II containing a furan structure and the compound represented by Formula III containing a large steric hindrance and a thiophene structure. The compound represented by Formula I provided by the present invention contains a pyridylcarbazole structure with electron-pushing properties, which can adjust the electron cloud density on the anthracene ring, thereby facilitating hole transport; the compound represented by Formula II provided by the present invention contains a furan structure with electron-pulling properties, which can adjust the electron cloud density on the anthracene ring, thereby facilitating electron transport; compared to fused-ring anthracene compounds, the mixture formed by the interaction of the compound represented by Formula I and the compound represented by Formula II in the present invention is more suitable for the transport of electrons and holes and can significantly balance carrier transport; the composition provided by the present invention defines the structures of the compound represented by Formula I, the compound represented by Formula II, and the compound represented by Formula III respectively, and through the interaction of the compound represented by Formula III with the compound represented by Formula I and the compound represented by Formula II, the molecules of the compound represented by Formula III in the composition can be horizontally distributed in the mixture composed of the compound represented by Formula I and the compound represented by Formula II, so that the light emitted by the compound represented by Formula III is more inclined to be emitted in a direction perpendicular to the substrate, thereby reducing the energy loss caused by the light transmission process.

[0039] The third aspect of the present invention provides an organic electroluminescent device, wherein the compound shown in formula I is used as the first host compound, the compound shown in formula II is used as the second host compound, the compound shown in formula I and the compound shown in formula II are used as a mixed host material, and the compound shown in formula III is used as a dopant material and applied to the light-emitting layer of the organic electroluminescent device. Compared with traditional blue light host materials, the mixed host material formed by the interaction of the compound shown in formula I and the compound shown in formula II in the present invention is more suitable for the transmission of electrons and holes, can significantly improve the carrier balance of the blue light host material, and locate the recombination center in the center of the light-emitting layer, can avoid the energy loss caused by the deviation of the recombination center, reduce the risk of decomposition of adjacent layer materials, and thus can improve the efficiency and life of the organic electroluminescent device; the present invention introduces a pyridine fragment into the carbazole group in the first host compound, and the pyridine can form hydrogen bonds with the molecules of the second host compound and the molecules of the dopant material, making its film formation more stable, thereby improving the luminescence life of the organic electroluminescent device; the composition provided by the present invention is respectively The structure of the compound, the second host compound, and the dopant material are limited. Through the interaction of the dopant material with the first host compound and the second host compound, the molecules of the dopant material in the composition can be horizontally distributed in the mixture composed of the first host compound and the second host compound, so that the light emitted by the dopant material is more inclined to be emitted in a direction perpendicular to the substrate, thereby reducing the energy loss caused by the transmission process of the light in the organic electroluminescent device, thereby improving the efficiency of the organic electroluminescent device; the present invention reasonably mixes the host material and the dopant material, and through the interaction of the first host compound, the second host compound and the compound as the dopant material, the organic electroluminescent device exhibits the significant advantages of high efficiency and long life. Using the compound represented by formula I, the compound represented by formula II, and the compound represented by formula III provided by the present invention as the light-emitting layer material can improve the luminous efficiency of the blue organic electroluminescent device and extend the life of the blue organic electroluminescent device, thereby overcoming the defects of the prior art. Description of the drawings:

[0040] The specific embodiments of the present invention will be further described in detail below with reference to the accompanying drawings.

[0041] FIG1 is a schematic structural diagram of an organic electroluminescent device containing the compound and composition of the present invention;

[0042] Description of the drawings: 1-substrate, 2-anode, 3-hole injection layer, 4-hole transport layer, 5-luminescence auxiliary layer, 6-luminescent layer, 7-electron transport layer, 8-electron injection layer, 9-cathode. DETAILED DESCRIPTION

[0043] In order to more clearly illustrate the present invention, the present invention is further described below in conjunction with preferred embodiments and accompanying drawings. It should be understood by those skilled in the art that the content specifically described below is illustrative and non-restrictive, and should not be used to limit the scope of protection of the present invention. The embodiments and comparative examples of this specification are provided to more completely explain this specification to those skilled in the art. According to the embodiments and comparative examples of this specification, various different forms can be deformed, and the scope of protection of the present invention should not be limited only to the embodiments and comparative examples described in detail below.

[0044] The organic compounds and compositions of the present invention are suitable for use in light-emitting elements, display panels, and electronic devices, and are particularly suitable for use in organic electroluminescent devices. The electronic device of the present invention is a device comprising a layer of at least one organic compound, which may also comprise an inorganic material or a layer formed entirely of an inorganic material. The electronic device is preferably an organic electroluminescent device (OLED), an organic integrated circuit (O-IC), an organic field effect transistor (O-FET), an organic thin film transistor (O-TFT), an organic light-emitting transistor (O-LET), an organic solar cell (O-SC), an organic dye-sensitized solar cell (O-DSSC), an organic optical detector, an organic photoreceptor, an organic field quenching device (O-FQD), a light-emitting electrochemical cell (LEC), an organic laser diode (O-laser), and an organic plasma emission device. The electronic device is preferably an organic electroluminescent device (OLED).

[0045] In order to understand the content of the present invention more clearly, the luminescent characteristics of the organic compound, the preparation method of the compound and the device will be explained in detail in conjunction with the examples. Various chemical reactions can be applied to the synthetic method of the compound of one embodiment of the present invention. However, it should be noted that the synthetic method of the compound of one embodiment of the present invention is not limited to the synthetic method described below. Unless otherwise stated, subsequent synthesis is carried out in an anhydrous solvent under a protective gas atmosphere. Solvents and reagents can be purchased from conventional reagent suppliers.

[0046] Compound Synthesis Examples

[0047] Intermediate synthesis of the first main compound

[0048] K-1 (24.6 g, 0.1 mol), L-1 (9.7 g, 0.1 mol) and potassium hydroxide (5.6 g, 0.1 mol) were added to 500 mL of dimethylformamide, heated to 80°C and stirred for 6 hours, then cooled to room temperature. 1000 mL of water was added to the reaction system, and a solid was filtered. The solid was filtered to obtain a filter cake, which was recrystallized twice from a mixed solution of toluene and ethanol (the volume ratio of toluene to ethanol was 1:3) to obtain Sub-5 (24.7 g, 0.077 mol) with a yield of 76.7%. MS (m / z) (M+): 322.2;

[0049] Sub-5 (24.7 g, 0.077 mol) was dissolved in 250 mL of tetrahydrofuran, cooled to -78 ° C, stirred, and 31 mL of n-butyl lithium (2.5 mol / L) was added to the reaction system. It was stirred at -78 ° C for 1 hour, and trimethyl borate (8.32 g, 0.08 mol) was added and stirred for 30 minutes. The reaction system was warmed to 0 ° C, 100 mL of hydrochloric acid with a molar concentration of 1 mol / L was added, and the mixture was warmed to room temperature and stirred for 1 hour. 500 mL of toluene and 500 mL of water were added to the reaction system, and the organic phase was separated. After the organic phase was dried, the crude product was obtained. The crude product was separated and purified by column chromatography (the column chromatography mobile phase was petroleum ether / ethyl acetate with a volume ratio of 1:1) to obtain product B9 (16.6 g, 0.058 mol), with a yield of 75.3%, MS (m / z) (M+): 287.1.

[0050] After B9 is obtained through the above process, other first main compound intermediates can be prepared using a method similar to B9.

[0051] Example 1

[0052] This embodiment provides a first main compound C9, the synthesis route of which is as follows:

[0053] A9 (3.83 g, 10 mmol) and B9 (2.87 g, 10 mmol) were added to a mixed solution of 100 mL of toluene and water (the volume ratio of toluene to water was 4:1). Under nitrogen protection, potassium carbonate (1.65 g, 10 mmol) and 1,1'-bis(diphenylphosphinoferrocene)palladium dichloride (73 mg, 0.1 mmol) were added. The reaction system was heated to reflux and maintained for 16 hours. After cooling to room temperature, ice water was added to quench the reaction. The organic phase was separated, filtered, and dried over anhydrous magnesium sulfate. The solvent was removed by rotation to obtain a crude product, which was purified by column chromatography to finally obtain product C9: 3.00 g (yield: 55%), MS (m / z) (M+): 546.7.

[0054] Example 2

[0055] This embodiment provides a first main compound C10, the synthesis route of which is as follows:

[0056] Using the same method as Example 1, replacing A9 with A10 (4.59 g, 10 mmol) and B9 with B10 (2.87 g, 10 mmol), the product C10 was finally obtained: 3.42 g (yield: 55%), MS (m / z) (M+): 622.8.

[0057] Example 3

[0058] This embodiment provides a first main compound C11, the synthesis route of which is as follows:

[0059] Using the same method as Example 1, replacing A9 with A11 (3.83 g, 10 mmol) and B9 with B11 (3.37 g, 10 mmol) to finally obtain product C11: 3.34 g (yield: 56%), MS (m / z) (M+): 596.7.

[0060] Example 4

[0061] This embodiment provides a first main compound C12, the synthesis route of which is as follows:

[0062] Using the same method as Example 1, replacing A9 with A12 (3.83 g, 10 mmol) and B9 with B12 (3.37 g, 10 mmol), the product C12 was finally obtained: 4.05 g (yield: 68%), MS (m / z) (M+): 596.7.

[0063] Example 5

[0064] This embodiment provides a first main compound C13, the synthesis route of which is as follows:

[0065] Using the same method as Example 1, replacing A9 with A13 (3.83 g, 10 mmol) and B9 with B13 (3.37 g, 10 mmol) to finally obtain product C13: 3.69 g (yield: 62%), MS (m / z) (M+): 596.7.

[0066] Example 6

[0067] This embodiment provides a first main compound C14, the synthesis route of which is as follows:

[0068] Using the same method as Example 1, replacing A9 with A14 (3.83 g, 10 mmol) and B9 with B14 (4.13 g, 10 mmol), the product C14 was finally obtained: 3.56 g (yield: 53%), MS (m / z) (M+): 672.8.

[0069] Example 7

[0070] This embodiment provides a second main compound C1, the synthesis route of which is as follows:

[0071] A1 (3.83 g, 10 mmol) and B1 (2.12 g, 10 mmol) were added to 100 mL of a mixed solution of toluene and water (the volume ratio of toluene to water was 4:1). Under nitrogen protection, potassium carbonate (1.65 g, 10 mmol) and 1,1'-bis(diphenylphosphinoferrocene)palladium dichloride (73 mg, 0.1 mmol) were added. The reaction system was heated to reflux and maintained for 16 hours. After cooling to room temperature, ice water was added to quench the reaction. The organic phase was separated, filtered, and dried over anhydrous magnesium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified by column chromatography to finally obtain product C1: 3.05 g (yield: 65%), MS (m / z) (M+): 470.6.

[0072] Example 8

[0073] This embodiment provides a second main compound C2, the synthesis route of which is as follows:

[0074] The same method as Example 7 was used, except that A2 (4.59 g, 10 mmol) was used to replace A1, and B2 (2.12 g, 10 mmol) was used to replace B1, to finally obtain product C2: 4.10 g (yield: 75%), MS (m / z) (M+): 546.7.

[0075] Example 9

[0076] This embodiment provides a second main compound C3, the synthesis route of which is as follows:

[0077] The same method as Example 7 was used, except that A3 (4.59 g, 10 mmol) was used to replace A1, and B3 (2.62 g, 10 mmol) was used to replace B1, to finally obtain product C3: 3.16 g (yield: 53%), MS (m / z) (M+): 596.7.

[0078] Example 10

[0079] This embodiment provides a second main compound C4, the synthesis route of which is as follows:

[0080] The same method as Example 7 was used, except that A4 (4.59 g, 10 mmol) was used to replace A1, and B4 (2.62 g, 10 mmol) was used to replace B1, to finally obtain product C4: 3.10 g (yield: 52%), MS (m / z) (M+): 596.7.

[0081] Example 11

[0082] This embodiment provides a second main compound C5, the synthesis route of which is as follows:

[0083] The same method as Example 7 was used, except that A5 (3.83 g, 10 mmol) was replaced by A1, and B5 (2.62 g, 10 mmol) was replaced by B1, to finally obtain product C5: 4.27 g (yield: 82%), MS (m / z) (M+): 520.6.

[0084] Example 12

[0085] This embodiment provides a second main compound C6, the synthesis route of which is as follows:

[0086] The same method as Example 7 was used, except that A6 (3.83 g, 10 mmol) was used to replace A1, and B6 (2.88 g, 10 mmol) was used to replace B1, to finally obtain product C6: 3.01 g (yield: 55%), MS (m / z) (M+): 546.7.

[0087] Example 13

[0088] This embodiment provides a second main compound C7, the synthesis route of which is as follows:

[0089] The same method as Example 7 was used, except that A7 (4.67 g, 10 mmol) was used to replace A1, and B7 (2.88 g, 10 mmol) was used to replace B1, to finally obtain product C7: 4.60 g (yield: 73%), MS (m / z) (M+): 630.8.

[0090] Example 14

[0091] This embodiment provides a second main compound C8, the synthesis route of which is as follows:

[0092] The same method as Example 7 was used, except that A8 (3.83 g, 10 mmol) was used to replace A1, and B8 (2.62 g, 10 mmol) was used to replace B1, to finally obtain product C8: 3.59 g (yield: 69%), MS (m / z) (M+): 520.6.

[0093] Intermediate synthesis of doping materials

[0094] The general reaction formula for the intermediate synthesis is as shown above, and the target intermediate can be obtained through a two-step common Buchwald-Hartwig coupling synthesis method.

[0095] The specific cases are as follows:

[0096] F-1 (8.75 g, 0.05 mol), G-1 (12.11 g, 0.045 mol) and sodium tert-butoxide (5.28 g, 0.055 mol) were added to toluene (200 mL), and then bisdibenzylideneacetone palladium (0.46 g, 0.5 mmol) and SPhos (0.41 g, 1 mmol) were introduced under nitrogen protection. The reaction system was then heated to 110°C, refluxed and maintained for 8 hours, cooled to room temperature, and water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous magnesium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified by column chromatography to obtain product Sub1: 11.47 g, yield: 70%, MS (m / z) (M+): 364.

[0097] H-1 (16.9 g, 0.05 mol), J-1 (15.26 g, 0.045 mol) and sodium tert-butoxide (5.28 g, 0.055 mol) were added to toluene (500 mL). Under nitrogen protection, bisdibenzylideneacetone palladium (0.46 g, 0.5 mmol) and SPhos (0.41 g, 1 mmol) were introduced. The reaction system was then heated to 110°C, refluxed and maintained for 8 hours. After cooling to room temperature, water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified by column chromatography to obtain product Sub4: 20.01 g, yield: 81%, MS (m / z) (M+): 549.

[0098] Sub1 (3.64 g, 10 mmol), Sub2 (2.63 g, 9 mmol) and sodium tert-butoxide (1.05 g, 11 mmol) were added to toluene (50 ml). Under nitrogen protection, bisdibenzylideneacetone palladium (274.28 mg, 0.30 mmol) and tri-tert-butylphosphine (121.2 mg, 0.6 mmol) were introduced. The reaction system was then heated to reflux and maintained for 10 hours. After cooling to room temperature, water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product, which was purified by column chromatography to finally obtain the product Sub3: 4.14 g (yield: 80%), MS (m / z) (M+): 575.

[0099] Sub3 (5.75 g, 10 mmol), Sub4 (5.49 g, 10 mmol) and sodium tert-butoxide (1.05 g, 11 mmol) were added to toluene (100 ml). Under nitrogen protection, bisdibenzylideneacetone palladium (274.28 mg, 0.30 mmol) and tri-tert-butylphosphine (121.2 mg, 0.6 mmol) were introduced. The reaction system was then heated to reflux and maintained for 10 hours. After cooling to room temperature, water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product, which was purified by column chromatography to finally obtain product D1: 6.77 g (yield: 65%), MS (m / z) (M+): 1042.

[0100] After D1 is obtained through the above process, other doping material intermediates can be prepared using a method similar to D1.

[0101] Example 15

[0102] This embodiment provides a compound E1 as a doping material. The synthesis route of the compound is as follows:

[0103] D1 (10.42 g, 10 mmol) was added to tert-butylbenzene (125 mL), and then the temperature was lowered to 0°C under nitrogen protection. 12.4 mL (21 mmol) of 1.7 M tert-butyllithium pentane solution was added, the temperature was raised to 60°C and stirred for 2 hours, then the temperature was lowered to 0°C, 2.0 mL (21 mmol) of boron tribromide was added and stirred for 0.5 h, and then 3.65 mL (21 mmol) of N,N-diisopropylethylamine was added at 0°C, the temperature was raised to 60°C and stirred for 2 h. After cooling to room temperature, ice water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dehydrated with anhydrous magnesium sulfate. After the organic solvent was removed by rotation, a crude product was obtained. The crude product was purified by recrystallization from dichloromethane and n-heptane to finally obtain product E1: 1.46 g (yield: 15%), MS (m / z) (M+): 971.

[0104] Example 16

[0105] This embodiment provides a compound E2 as a doping material. The synthesis route of the compound is as follows:

[0106] The same method as Example 15 was used, except that D2 (12.51 g; 10 mmol) was used instead of D1 to finally obtain product E2: 0.87 g (yield: 73.8%), MS (m / z) (M+): 1179.6.

[0107] Example 17

[0108] This embodiment provides a compound E3 as a doping material. The synthesis route of the compound is as follows:

[0109] The same method as Example 15 was used, except that D3 (9.72 g; 10 mmol) was used instead of D1 to finally obtain product E3: 0.34 g (yield: 37.2%), MS (m / z) (M+): 901.2.

[0110] Example 18

[0111] This embodiment provides a compound E4 as a doping material. The synthesis route of the compound is as follows:

[0112] The same method as Example 15 was used, except that D4 (11.09 g; 10 mmol) was used instead of D1 to finally obtain product E4: 0.72 g (yield: 6.9%), MS (m / z) (M+): 1037.4.

[0113] Example 19

[0114] This embodiment provides a compound E5 as a doping material. The synthesis route of the compound is as follows:

[0115] The same method as Example 15 was used, except that D5 (10.56 g; 10 mmol) was used instead of D1 to finally obtain the product E5: 0.53 g (yield: 5.41%), MS (m / z) (M+): 985.3.

[0116] Example 20

[0117] This embodiment provides a compound E6 as a doping material. The synthesis route of the compound is as follows:

[0118] The same method as Example 15 was used, except that D6 (11.19 g; 10 mmol) was used instead of D1 to finally obtain product E6: 0.69 g (yield: 6.56%), MS (m / z) (M+): 1047.4.

[0119] Example 21

[0120] This embodiment provides a compound E7 as a doping material. The synthesis route of the compound is as follows:

[0121] The same method as Example 15 was used, except that D7 (11.51 g; 10 mmol) was used instead of D1 to finally obtain product E7: 0.83 g (yield: 7.65%), MS (m / z) (M+): 1079.5.

[0122] Example 22

[0123] This embodiment provides a compound E8 as a doping material. The synthesis route of the compound is as follows:

[0124] The same method as Example 15 was used, except that D8 (10.95 g; 10 mmol) was used instead of D1 to finally obtain the product E8: 0.38 g (yield: 3.73%), MS (m / z) (M+): 1023.4.

[0125] Example 23

[0126] This embodiment provides a compound E9 as a doping material. The synthesis route of the compound is as follows:

[0127] The same method as Example 15 was used, except that D9 (10.97 g; 10 mmol) was used instead of D1 to finally obtain the product E9: 0.32 g (yield: 3.15%), MS (m / z) (M+): 1025.4.

[0128] Example 24

[0129] This embodiment provides a compound E10 as a doping material. The synthesis route of the compound is as follows:

[0130] The same method as Example 15 was used, except that D10 (9.56 g; 10 mmol) was used instead of D1 to finally obtain the product E10: 0.58 g (yield: 6.51%), MS (m / z) (M+): 885.1.

[0131] Composition Examples

[0132] Example 25 to Example 112

[0133] The first host compound, the second host compound, and the compound serving as the dopant material were combined according to Table 1 and mixed uniformly to obtain compositions T1 to T88, wherein the mass ratio of the first host compound, the second host compound, and the compound serving as the dopant material was 49:49:2.

[0134] Table 1

[0135] Comparative Example 1

[0136] This comparative example provides a compound DBH1 that was tested during the research process, and its specific structural formula is:

[0137] Comparative Example 2

[0138] This comparative example provides a compound DBH2 that has been tested during the research process, and its specific structural formula is:

[0139] Comparative Example 3

[0140] This comparative example provides a compound BD-1 that was tested during the research process, and its specific structural formula is:

[0141] Comparative Example 4

[0142] This comparative example provides a compound BD-2 that was tested during the research process, and its specific structural formula is:

[0143] Comparative Example of Composition

[0144] Comparative Examples 5 to 10

[0145] The first host compound, the second host compound, and the compound used as the dopant material were combined according to Table 2 and uniformly mixed to obtain compositions DT1 to DT6, wherein the mass ratio of the first host compound, the second host compound, and the compound used as the dopant material in DT1 to DT4 was 49:49:2, and the mass ratio of the host compound to the compound used as the dopant material in DT5 to DT6 was 98:2.

[0146] Table 2

[0147] Composition performance evaluation

[0148] (1) In order to illustrate that the mixed host material composed of the first host compound and the second host compound in the composition provided by the present invention can balance carrier transport, the hole mobility μh and the electron mobility μe of the mixture composed of the first host compound and the second host compound are calculated respectively, and then μe / μh is calculated. The closer the value of μe / μh is to 1, the more balanced the carrier transport in the mixture composed of the first host compound and the second host compound is.

[0149] The TOF method is currently the most effective method for measuring the carrier mobility of organic semiconductor materials. It can test the lower mobility of organic small molecules and polymer materials that can be made into thin films, and can also test the mobility of crystalline materials with lower mobility. The time-of-flight (TOF) experiment of carrier mobility utilizes the photoconductive properties of organic semiconductor materials. By measuring the time it takes for the photogenerated carriers of the sample to pass through the sample under an external electric field, the carrier mobility of the material is calculated based on the relationship between the mobility, the external electric field, and the carrier drift velocity. The external deflection voltage is V, the time it takes for holes to pass through the thin film device is t, the film thickness is d, and the mobility μ can be expressed as: μ = d 2 / Vt;

[0150] Specific experimental steps: ① The first main compound provided in Examples 1 to 6 of the present invention and Comparative Example 1 was mixed uniformly with the second main compound provided in Examples 7 to 14 and Comparative Example 2 according to Table 3, with the mass ratio of the first main compound to the second main compound being 1:1 to obtain a mixture;

[0151] ② The mixture was evaporated to form a 1000 nm thin film on ITO, and then Al was evaporated to a thickness of 150 nm on the film to form a cathode to prepare a sample to be tested;

[0152] ③ Apply a 20V deflection voltage to the sample to be tested. By measuring the time it takes for the photogenerated carriers of the sample to be tested to pass through the sample under the external electric field, the hole mobility μh and electron mobility μe of the material are calculated respectively, and μe / μh is further calculated. The specific calculation results are shown in Table 3.

[0153] Table 3

[0154] It can be seen from the data in Table 3 that the μe / μh value of the mixed host material provided by the present invention, which is composed of the first host compound and the second host compound, is closer to 1. If any one of the first host compound or the second host compound in the mixed host material provided by the present invention is replaced by other commonly used compounds of the same type, the μe / μh value will deviate significantly from 1, indicating that the mixed host material provided by the present invention can effectively balance carrier transport. The composition provided by the present invention includes a first main compound containing a pyridylcarbazole structure and a second main compound containing a dibenzofuran structure. As shown in Table 3, the μe / μh value of the mixture composed of C13 and C5 provided by the present application is significantly greater than the μe / μh value of the mixture composed of DBH1 and C5 in the comparative example, and is closer to 1. The present invention introduces a pyridyl group into the carbazole and then connects the pyridylcarbazole fragment to the anthracene fragment. This not only enhances the electron-pushing ability of the compound and regulates the electron mobility of the molecule, but also, compared to the anthracene compound (DBH1) containing only a carbazole group, the mixture formed by mixing the compound containing the pyridylcarbazole structure and the compound containing the furan structure provided by the present invention is more suitable for the transport of electrons and holes and can significantly balance carrier transport.

[0155] (2) To demonstrate that the composition provided by the present invention is more conducive to the horizontal distribution of the dopant material in the host material, the alignment factor of the composition provided by the present invention was measured using the Hamamatsu C14234-11 molecular orientation characteristic measurement system. When the alignment factor is equal to 0.67, it indicates that the dopant material is distributed isotropically in the host material. When the alignment factor is equal to 1, it indicates that the dopant material is completely distributed horizontally.

[0156] In organic electroluminescent devices, the closer the orientation factor is to 1, the better the horizontal distribution of the molecules of the doping material in the main material, and the more the light emitted by the doping material tends to be emitted in a direction perpendicular to the substrate. Increasing the probability of light emitted by the doping material being emitted in a direction perpendicular to the substrate can reduce the energy loss caused by the transmission process of light in the organic electroluminescent device.

[0157] The alignment factors of the compositions provided in Examples 25 to 112 and Comparative Examples 5 to 10 were respectively measured using a Hamamatsu C14234-11 molecular orientation characteristic measurement system.

[0158] The specific experimental steps are as follows: ① The composition is evaporated onto a quartz substrate; ② The system excites the sample under test using an LED light source, causing it to emit light. The p-polarized light in the emitted light is detected by a polarizer and received by a detector; ③ The alignment factor is read using an instrument. The specific results are shown in Table 4.

[0159] Table 4

[0160] It can be seen from the data in Table 4 that, compared with the comparative example composition, the orientation factor of the composition provided by the present invention is closer to 1. When any one of the compounds used as doping materials, the first host compound or the second host compound in the composition T1 provided by the present invention is replaced with other commonly used compounds of the same type or removed, its orientation factor will deviate significantly from 1, indicating that the doping material provided by the present invention and the mixed host material provided by the present invention are well aligned, and the molecules of the doping material provided by the present invention can be horizontally distributed in the mixed host material provided by the present invention. The test results show that the orientation factor of the composition is affected not only by the structure of the doping material, but also by the structure of the host material. The composition provided by the present invention defines the structures of the doping material, the first host compound and the second host compound respectively, and the molecules of the doping material in the composition can be horizontally distributed in the mixed host composed of the first host compound and the second host compound through the interaction between the doping material and the first host compound and the second host compound, so that the light emitted by the doping material tends to be emitted in a direction perpendicular to the substrate, thereby reducing the energy loss caused by the transmission process of light in the organic electroluminescent device.

[0161] Device Example 1

[0162] This embodiment provides a blue organic electroluminescent device, and its preparation method is as follows: first, on the ITO layer (anode) formed on the substrate, HTL and p-dopant are vacuum deposited with a thickness of 10 nm (the mass ratio of HTL to p-dopant is 97:3) to form a hole injection layer; second, on the hole injection layer, HTL is vacuum deposited with a thickness of 120 nm to form a hole transport layer; third, on the hole transport layer, B is vacuum deposited with a thickness of 5 nm. prime to form a light-emitting auxiliary layer; again on the above-mentioned light-emitting auxiliary layer, a mixture of a main material and a doping material is vacuum deposited with a thickness of 20nm to form a light-emitting layer, wherein C11 and C4 are jointly used as main materials, C11 is the first main compound, C4 is used as the second main compound, E10 is used as the doping material, and the mass ratio of the first main compound, the second main compound and the doping material is 49:49:2; then on the above-mentioned light-emitting layer, HBL is vacuum deposited with a thickness of 5nm to form a hole blocking layer; a mixture of ET and Liq (the mass ratio of ET to Liq is 1:1) is vacuum deposited with a thickness of 30nm to form an electron transport layer; then on the above-mentioned electron transport layer, LiF is deposited with a thickness of 0.2nm to form an electron injection layer, and finally on the above-mentioned electron injection layer, aluminum (Al) is deposited with a thickness of 150nm to form a cathode to prepare a blue light organic electroluminescent device.

[0163] Except for the main material and doping material of the light-emitting layer, the molecular structures of the materials in the remaining layers are as follows:

[0164] The electrode preparation method and the deposition method of each functional layer in this embodiment are conventional methods in the art, such as vacuum thermal evaporation or inkjet printing, etc., and will not be described in detail here.

[0165] Device Example 2-100

[0166] The method is the same as that of device embodiment 1, except that the first host compound, the second host compound and the doping material are combined according to Table 5.

[0167] Table 5 Comparison of main materials and doping materials in device examples

[0168] Device Comparative Examples 1-6

[0169] The method is the same as that of device embodiment 1, except that the light-emitting layer material is replaced by the composition of comparative examples 5 to 10. The main material and doping material in the device embodiment are shown in Table 6.

[0170] Table 6 Comparison of main materials and doping materials in device comparative examples

[0171] Device performance effect example

[0172] The organic electroluminescent devices provided in device examples 1-100 and device comparative examples 1-6 were tested using a standard method. 2 The driving voltage, brightness, electroluminescent current efficiency (measured in cd / A) and external quantum efficiency (EQE, measured in percentage) of the organic electroluminescent device are determined at a current density of 50 mA / cm2. The luminescence spectrum is calculated from the current / voltage / luminous density characteristic line (IVL characteristic line) exhibiting Lambertian emission characteristics. The lifetime LT is defined as the time after which the brightness decreases from the initial luminous brightness L0 to a specific proportion L1 when operating at a constant current J; J = 50 mA / cm2. 2 The expression of L1=90% means that at 50mA / cm 2 When working under 100mA / cm2, the luminance drops to 90% of its initial value L0 after time LT. Similarly, J = 20mA / cm2 2 , L1 = 80% means that at 20mA / cm 2 When working under , the luminous brightness drops to 80% of its initial value L0 after time LT.

[0173] The test instruments and methods for the performance test of the above-mentioned OLED devices are as follows:

[0174] Brightness was tested using a spectral scanner, PhotoResearch PR-635;

[0175] Current density and lighting voltage: tested using a digital source meter Keithley 2400;

[0176] Life test: Use LT-96ch life test device.

[0177] The performance test results of the above devices are listed in Table 7.

[0178] Table 7 Blue light device performance test results

[0179] As can be seen from the device performance test results in Table 7 above, the efficiency and life of the organic electroluminescent device provided by the present invention are significantly improved compared with the comparative example device. When any one of the doping material, the first host compound, or the second host compound in the organic electroluminescent device provided by the present invention is replaced with other commonly used compounds of the same type or removed, its efficiency and life will be significantly reduced. This is because the first host compound provided by the present invention introduces a pyridine group on the carbazole and then connects the pyridylcarbazole fragment to the anthracene fragment, which not only enhances the electron-pushing ability of the compound and regulates the electron mobility of the molecule, but also, compared with anthracene compounds containing only carbazole groups, the mixed host material composed of the first host compound and the second host compound provided by the present invention is more suitable for the transport of electrons and holes, can significantly improve the carrier balance of the blue light host material, so that the recombination center is located in the center of the light-emitting layer, and can avoid the energy loss caused by the deviation of the recombination center. loss, reducing the risk of decomposition of adjacent layer materials, thereby improving the efficiency and life of the organic electroluminescent device; the present invention introduces a pyridine fragment into the carbazole group in the first host compound, and the pyridine can form hydrogen bonds with the molecules of the second host compound and the molecules of the doping material, making its film formation more stable, thereby improving the luminescence life of the organic electroluminescent device; the composition provided by the present invention limits the structures of the doping material, the first host compound, and the second host compound respectively, and through the interaction of the doping material with the first host compound and the second host compound, the molecules of the doping material in the composition can be horizontally distributed in the mixed host composed of the first host compound and the second host compound, so that the light emitted by the doping material is more inclined to be emitted in a direction perpendicular to the substrate, thereby reducing the energy loss caused by the light transmission process of the organic electroluminescent device, thereby improving the efficiency of the organic electroluminescent device. The present invention reasonably matches the dual host material and the doping material, and through the interaction of the first host compound, the second host compound and the compound used as the doping material, the organic electroluminescent device exhibits the significant advantages of high efficiency and long life. Using the composition provided by the present invention as a light-emitting layer material can improve the luminous efficiency of a blue organic electroluminescent device, extend the life of the blue organic electroluminescent device, and overcome the defects of the prior art.

[0180] Obviously, the above embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not limitations on the implementation methods of the present invention. For ordinary technicians in the relevant field, other different forms of changes or modifications can be made based on the above description. It is impossible to list all the implementation methods here. All obvious changes or modifications derived from the technical solution of the present invention are still within the scope of protection of the present invention.

Claims

1. An organic electroluminescent compound, characterized in that: The general structural formula of the organic electroluminescent compound is shown in Formula I: Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms; The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; Ar2 is The X1 and X2 are selected from C or N, and the R0 and R1 represent a single substituent to the maximum allowed substituent, and are independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl having 1 to 10 carbon atoms, and a substituted or unsubstituted alkenyl having 2 to 10 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form a benzene ring or a condensed ring; When any one of Ar1, L1, L2, R0 and R1 has a substituent, the substituent of Ar1, L1, L2, R0 and R1 may be one or more, and each is independently selected from any one of deuterium, an aromatic group having 6 to 30 carbon atoms, and a condensed ring aromatic group having 10 to 30 carbon atoms.

2. The organic electroluminescent compound according to claim 1, characterized in that Ar2 is selected from Any one of .

3. The organic electroluminescent compound according to claim 1, characterized in that The organic electroluminescent compound is selected from any one of the following structures:

4. A composition, characterized in that The composition comprises one or more organic electroluminescent compounds as claimed in any one of claims 1 to 3, and the composition further comprises one or more compounds represented by formula II and one or more compounds represented by formula III: Ar3 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms; Said R2 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen or deuterium; The L3 and L4 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; Ar4 is The R3 and R4 represent a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl having 1 to 10 carbon atoms, or a substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, and two or more substituents may be bonded to each other via a linking group or a single bond to form a benzene ring or a condensed ring; When any one of Ar3, L3, L4, R3, and R4 has a substituent, the substituent of Ar3, L3, L4, R3, and R4 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms; The R5, R6, and R8 independently represent a single substituent to the maximum permissible substituent, and are independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted arylamine group having 12 to 30 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring, or a condensed heterocyclic ring; The R7 represents a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, or a substituted or unsubstituted bridged cycloalkyl group having 4 to 30 carbon atoms. When the R7 has a substituent, the substituent of the R7 may be one or more and independently selected from an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 30 carbon atoms. Two or more substituents may be bonded to each other via a linking group or a single bond to form an aliphatic ring; The R9 represents a single substituent to the maximum permissible substituent, each independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring or a condensed heterocyclic ring; When any one of R5, R6, R8, and R9 has a substituent, the substituent of R5, R6, R8, and R9 may be one or more and independently selected from any one of deuterium, an alkyl group having 1 to 10 carbon atoms, and a cycloalkyl group having 3 to 30 carbon atoms.

5. The composition according to claim 4, characterized in that Ar4 is selected from Any one of .

6. The composition according to claim 4, characterized in that The compound represented by formula II is selected from any one of the following compounds:

7. The composition according to claim 4, characterized in that The compound represented by formula III is selected from any one of the structures represented by formula III-1 to formula III-2 below:

8. The composition according to claim 4, characterized in that The compound represented by formula III is selected from any one of the following compounds:

9. An organic electroluminescent device, characterized in that: The method comprises a first electrode sequentially arranged on a substrate, a second electrode arranged opposite to the first electrode, and one or more organic functional layers arranged between the first electrode and the second electrode; Wherein, the organic functional layer comprises a light-emitting layer, and the light-emitting layer comprises the composition according to any one of claims 4 to 8.

10. The organic electroluminescent device according to claim 9, characterized in that: The light-emitting layer includes a main material and a doping material, wherein the main material includes one or more compounds represented by chemical formula I and one or more compounds represented by chemical formula II; and the doping material includes one or more compounds represented by chemical formula III.

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